反应详情

Under an argon atmosphere, 5-(4-ethoxyphenyl)-2-fluorobenzaldehyde (1.0 g) was dissolved in 2 ml of dimethylformamide and 1.17 g of potassium carbonate was added. Thereafter, 1.18 ml of ethyl 4-mercaptobutyrate was added and was stirred at room temperature for 25 hours. After addition of 20 ml of diethyl carbonate and an ethanol solution (2.8 g) of 20% sodium ethoxide, stirring was conducted at room temperature for three hours. During cooling in ice, 21 ml of a 1N hydrochloric acid was added. The mixture was extracted with 50 ml and additional 20 ml of ethyl acetate. The organic layers were combined and washed with 20 ml of water twice. The resulting organic layer was concentrated to yield crystals, which crystals were loosen in 2 ml of isopropyl alcohol added. The crystals were filtered out and were washed with 4 ml of isopropyl ether twice. After vacuum drying, ethyl 7-(4-ethoxyphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate (0.8 g, Yield 57%) was obtained.

1. waitwas conducted at room temperature for three hours
2. temperatureDuring cooling in ice
3. extractionThe mixture was extracted with 50 ml and additional 20 ml of ethyl acetate
4. washwashed with 20 ml of water twice
5. concentrationThe resulting organic layer was concentrated
6. customto yield crystals, which crystals
7. additionadded
8. filtrationThe crystals were filtered out and
9. washwere washed with 4 ml of isopropyl ether twice
10. customAfter vacuum drying